(3S)-3-Hydroxycyclocitral
(3s)-3-hydroxycyclocitral, also known as 3beta-hydroxy-beta-cyclocitral, is a member of the class of compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl) (3s)-3-hydroxycyclocitral is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). (3s)-3-hydroxycyclocitral can be found in a number of food items such as garden tomato (variety), malabar plum, lime, and pot marjoram, which makes (3s)-3-hydroxycyclocitral a potential biomarker for the consumption of these food products.
| ID | EC Number | Name |
|---|---|---|
| KEGG:R09603 | 1.13.11.84 | zeaxanthin:oxygen 7',8'-oxidoreductase (bond-cleaving) |
| KEGG:R10843 | 1.13.11.84 | zeaxanthin:oxygen oxidoreductase (7,8-cleaving) |
| KEGG:R10844 | 1.13.11.84 | beta-citraurin:oxygen oxidoreductase (7,8-cleaving) |
| KEGG:R12136 | C19731<=>C17055 | |
| Rhea:RHEA:26398 | 1.13.11.84 | all-trans-zeaxanthin + 2 O2 => crocetin dialdehyde + 2 3β-hydroxy-β-cyclocitral |
| Rhea:RHEA:26399 | 1.13.11.84 | crocetin dialdehyde + 2 3β-hydroxy-β-cyclocitral => all-trans-zeaxanthin + 2 O2 |
| Rhea:RHEA:26400 | 1.13.11.84 | all-trans-zeaxanthin + 2 O2 <=> crocetin dialdehyde + 2 3β-hydroxy-β-cyclocitral |
| Rhea:RHEA:43593 | all-trans-zeaxanthin + O2 => 3β-hydroxy-β-cyclocitral + (3R)-3-hydroxy-8'-apo-β-carotenal | |
| Rhea:RHEA:43594 | 3β-hydroxy-β-cyclocitral + (3R)-3-hydroxy-8'-apo-β-carotenal => all-trans-zeaxanthin + O2 | |
| Rhea:RHEA:43595 | all-trans-zeaxanthin + O2 <=> 3β-hydroxy-β-cyclocitral + (3R)-3-hydroxy-8'-apo-β-carotenal | |
| Rhea:RHEA:43597 | (3R)-3-hydroxy-8'-apo-β-carotenal + O2 => crocetin dialdehyde + 3β-hydroxy-β-cyclocitral | |
| Rhea:RHEA:43598 | crocetin dialdehyde + 3β-hydroxy-β-cyclocitral => (3R)-3-hydroxy-8'-apo-β-carotenal + O2 | |
| Rhea:RHEA:43599 | (3R)-3-hydroxy-8'-apo-β-carotenal + O2 <=> crocetin dialdehyde + 3β-hydroxy-β-cyclocitral | |
| BioCyc:RXN-8469 | 1.13.11.84 | CPD1F-130 + 2 OXYGEN-MOLECULE --> CPD-21154 + 2 CPD-8661 |
| BioCyc:RXN-15979 | CPD1F-130 + OXYGEN-MOLECULE --> CPD-17216 + CPD-8661 | |
| BioCyc:RXN-8477 | 2.4.1.- | CPD-12575 + CPD-8661 --> PROTON + CPD-8668 + UDP |
| BioCyc:RXN-15980 | CPD-17216 + OXYGEN-MOLECULE --> CPD-21154 + CPD-8661 | |
| Rhea:RHEA:26397 | [26397] all-trans-zeaxanthin + 2 O2 = crocetin dialdehyde + 2 3beta-hydroxy-beta-cyclocitral | |
| Rhea:RHEA:43596 | [43596] (3R)-3-hydroxy-8'-apo-beta-carotenal + O2 = crocetin dialdehyde + 3beta-hydroxy-beta-cyclocitral | |
| Rhea:RHEA:43592 | [43592] all-trans-zeaxanthin + O2 = 3beta-hydroxy-beta-cyclocitral + (3R)-3-hydroxy-8'-apo-beta-carotenal |